I have a menu inside a toolbar that needs to be checkable but when I check the items it renders as just a black box (I tried to upload a photo of the issue but StackOverflow
The ToolBar element defines some styles for a few controls and the Menu is one of them. You can find the Style key defined in the ToolBar.MenuStyleKey static property. That style is setting the Background to #FF212121 for the Panel which contains the check mark.
Unfortunately i don't believe that there is a way to change only the background for the check mark's panel, you will have to override that ugly looking MenuItem style.
Note: to get the style applied in your case follow this steps:
Menu in the designer window.Menu/ Edit Template / Edit a copy / Enter.